The first examples of Nazarov cyclizations leading to annulated pyrroles.

[reaction: see text] Reactions between alpha-substituted unsaturated carboxylic acids 20 and N-tosylpyrroles [14, 23] in the presence of trifluoroacetic anhydride result in smooth alpha-acylation of the pyrrole, followed by Nazarov cyclization to give 50-80% yields of cyclopenta[b]pyrroles. The presence of an alpha-substituent in the unsaturated acid appears to be mandatory.

• Publication year

  2006

• Venue

  Organic Letters

• Publication date

  2006-01-05

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1021/OL052683ZPMID 16381593
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

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